1-Phenylcyclopentanecarbonitrile → (1-Phenylcyclopentyl)methanamine

HRID 1497672

반응식

HRID 1497672 반응식
[C:1]1([C:7]2([C:12]#[N:13])[CH2:11][CH2:10][CH2:9][CH2:8]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[H-].[Al+3].[Li+].[H-].[H-].[H-]>O1CCCC1>[C:1]1([C:7]2([CH2:12][NH2:13])[CH2:11][CH2:10][CH2:9][CH2:8]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

참가 물질

4

반응물 2

HCID 661681-PhenylcyclopentanecarbonitrileHCID 21226445Aluminium lithium hydride

생성물 1

HCID 205131(1-Phenylcyclopentyl)methanamine수율 60.7%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매2회

실험 절차

To a stirred solution of 1-phenyl-cyclopentanecarbonitrile (4 g, 23.5 mmol) in tetrahydrofuran (50 mL) was added lithium aluminium hydride slowly (1M in tetrahydrofuran, 70 ml, 70.6 mmol) and the reaction mixture was stirred at room temperature for 2 h. After completion of the reaction, the reaction mixture was quenched with saturated aqueous Na2SO4 solution slowly at 0° C. It was then filtered and the residue was washed with ethyl acetate. The organic part was concentrated to get C-(1-phenyl-cyclopentyl)-methylamine (8) (2.5 g, crude) as a liquid.

후처리

  1. customAfter completion of the reaction
  2. customthe reaction mixture was quenched with saturated aqueous Na2SO4 solution slowly at 0° C
  3. filtrationIt was then filtered
  4. washthe residue was washed with ethyl acetate
  5. concentrationThe organic part was concentrated

출처 및 근거

ORD 기록
ord-382086c9ccc94cde99b05d0f0dc1da0c
출처 데이터셋
uspto-grants-2015_12
특허 번호
US09199987B2

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